3-chloro-5-methoxybenzo[b]thiophene-2-carbaldehyde | 1315550-50-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 3-chloro-5-methoxybenzo[b]thiophene-2-carbaldehyde
• 英文别名: 3-chloro-5-methoxy-1-benzothiophene-2-carbaldehyde
• CAS: 1315550-50-5
• 化学式: C₁₀H₇ClO₂S
• 分子量: 226.683
• InChiKey: QWFMVIUVPRFOBY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  54.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  、 N,N-二甲基甲酰胺 在 三氯氧磷 、 水 、 sodium acetate 作用下， 反应 2.0h， 以35%的产率得到3-chloro-7-methoxybenzo[b]thiophene-2-carbaldehyde
  参考文献：
  名称：

  Domino Vilsmeier–Haack/ring closure sequences: a facile synthesis of 3-chlorobenzo[b]thiophene-2-carbaldehydes

  摘要：

  Vilsmeier's reagent treatment of substituted diphenacyl sulfides or diphenacyl disulfides has led to the formation of a series of benzfused 3-chlorothiophene-2-carbaldehydes by a Domino Vilsmeier-Haack reaction/ring closure sequence, opening a new route for the synthesis of 3-chlorobenzo[b]thiophene-2-carbaldehydes and their benzfused analogues. A plausible mechanism has been proposed. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.05.046

文献信息

• Domino Vilsmeier–Haack/ring closure sequences: a facile synthesis of 3-chlorobenzo[b]thiophene-2-carbaldehydes
  作者：Nidhin Paul、Shanmugam Muthusubramanian

  DOI：10.1016/j.tetlet.2011.05.046

  日期：2011.7

  Vilsmeier's reagent treatment of substituted diphenacyl sulfides or diphenacyl disulfides has led to the formation of a series of benzfused 3-chlorothiophene-2-carbaldehydes by a Domino Vilsmeier-Haack reaction/ring closure sequence, opening a new route for the synthesis of 3-chlorobenzo[b]thiophene-2-carbaldehydes and their benzfused analogues. A plausible mechanism has been proposed. (C) 2011 Elsevier Ltd. All rights reserved.